GB954361A - Improvements in or relating to ditertiary peroxides - Google Patents

Improvements in or relating to ditertiary peroxides

Info

Publication number
GB954361A
GB954361A GB2015460A GB2015460A GB954361A GB 954361 A GB954361 A GB 954361A GB 2015460 A GB2015460 A GB 2015460A GB 2015460 A GB2015460 A GB 2015460A GB 954361 A GB954361 A GB 954361A
Authority
GB
United Kingdom
Prior art keywords
hydroperoxide
tertiary
methylstyrene
tert
yield
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB2015460A
Inventor
Stephanus Bernardus Tijssen
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
KONINK IND MIJ VOORHEEN NOURY
Original Assignee
KONINK IND MIJ VOORHEEN NOURY
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Priority to BE604263D priority Critical patent/BE604263A/xx
Priority to NL265027D priority patent/NL265027A/xx
Application filed by KONINK IND MIJ VOORHEEN NOURY filed Critical KONINK IND MIJ VOORHEEN NOURY
Priority to GB2015460A priority patent/GB954361A/en
Priority to DE19611494143 priority patent/DE1494143B2/en
Priority to DK217061AA priority patent/DK125019B/en
Priority to FR864183A priority patent/FR1291965A/en
Priority to CH668261A priority patent/CH438296A/en
Priority to SE6034/61A priority patent/SE307355B/xx
Priority claimed from FR954945A external-priority patent/FR1387127A/en
Publication of GB954361A publication Critical patent/GB954361A/en
Priority to SE5006/64A priority patent/SE321569B/xx
Priority to US412270A priority patent/US3267066A/en
Priority to DE1794350A priority patent/DE1794350B2/en
Priority to NL7013105A priority patent/NL7013105A/en
Expired legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G21—NUCLEAR PHYSICS; NUCLEAR ENGINEERING
    • G21F—PROTECTION AGAINST X-RADIATION, GAMMA RADIATION, CORPUSCULAR RADIATION OR PARTICLE BOMBARDMENT; TREATING RADIOACTIVELY CONTAMINATED MATERIAL; DECONTAMINATION ARRANGEMENTS THEREFOR
    • G21F9/00—Treating radioactively contaminated material; Decontamination arrangements therefor
    • G21F9/04—Treating liquids
    • G21F9/06—Processing
    • G21F9/12—Processing by absorption; by adsorption; by ion-exchange
    • G21F9/125—Processing by absorption; by adsorption; by ion-exchange by solvent extraction
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C407/00—Preparation of peroxy compounds
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
    • C07C409/00—Peroxy compounds
    • C07C409/16—Peroxy compounds the —O—O— group being bound between two carbon atoms not further substituted by oxygen atoms, i.e. peroxides
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08K—Use of inorganic or non-macromolecular organic substances as compounding ingredients
    • C08K5/00—Use of organic ingredients
    • C08K5/04—Oxygen-containing compounds
    • C08K5/14—Peroxides
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09J—ADHESIVES; NON-MECHANICAL ASPECTS OF ADHESIVE PROCESSES IN GENERAL; ADHESIVE PROCESSES NOT PROVIDED FOR ELSEWHERE; USE OF MATERIALS AS ADHESIVES
    • C09J9/00—Adhesives characterised by their physical nature or the effects produced, e.g. glue sticks
    • C09J9/005—Glue sticks
    • C—CHEMISTRY; METALLURGY
    • C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
    • C22B—PRODUCTION AND REFINING OF METALS; PRETREATMENT OF RAW MATERIALS
    • C22B60/00—Obtaining metals of atomic number 87 or higher, i.e. radioactive metals
    • C22B60/02—Obtaining thorium, uranium, or other actinides
    • C22B60/0204—Obtaining thorium, uranium, or other actinides obtaining uranium
    • C22B60/0217—Obtaining thorium, uranium, or other actinides obtaining uranium by wet processes
    • C22B60/0252—Obtaining thorium, uranium, or other actinides obtaining uranium by wet processes treatment or purification of solutions or of liquors or of slurries
    • C22B60/026—Obtaining thorium, uranium, or other actinides obtaining uranium by wet processes treatment or purification of solutions or of liquors or of slurries liquid-liquid extraction with or without dissolution in organic solvents
    • C—CHEMISTRY; METALLURGY
    • C22—METALLURGY; FERROUS OR NON-FERROUS ALLOYS; TREATMENT OF ALLOYS OR NON-FERROUS METALS
    • C22B—PRODUCTION AND REFINING OF METALS; PRETREATMENT OF RAW MATERIALS
    • C22B60/00—Obtaining metals of atomic number 87 or higher, i.e. radioactive metals
    • C22B60/02—Obtaining thorium, uranium, or other actinides
    • C22B60/04—Obtaining plutonium
    • G—PHYSICS
    • G21—NUCLEAR PHYSICS; NUCLEAR ENGINEERING
    • G21C—NUCLEAR REACTORS
    • G21C19/00—Arrangements for treating, for handling, or for facilitating the handling of, fuel or other materials which are used within the reactor, e.g. within its pressure vessel
    • G21C19/42—Reprocessing of irradiated fuel
    • G21C19/44—Reprocessing of irradiated fuel of irradiated solid fuel
    • G21C19/46—Aqueous processes, e.g. by using organic extraction means, including the regeneration of these means
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02E—REDUCTION OF GREENHOUSE GAS [GHG] EMISSIONS, RELATED TO ENERGY GENERATION, TRANSMISSION OR DISTRIBUTION
    • Y02E30/00—Energy generation of nuclear origin
    • Y02E30/30—Nuclear fission reactors
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
    • Y02W—CLIMATE CHANGE MITIGATION TECHNOLOGIES RELATED TO WASTEWATER TREATMENT OR WASTE MANAGEMENT
    • Y02W30/00—Technologies for solid waste management
    • Y02W30/50—Reuse, recycling or recovery technologies

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Engineering & Computer Science (AREA)
  • Physics & Mathematics (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • General Life Sciences & Earth Sciences (AREA)
  • Materials Engineering (AREA)
  • General Engineering & Computer Science (AREA)
  • High Energy & Nuclear Physics (AREA)
  • Geology (AREA)
  • Environmental & Geological Engineering (AREA)
  • Manufacturing & Machinery (AREA)
  • Metallurgy (AREA)
  • Mechanical Engineering (AREA)
  • Medicinal Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Polymers & Plastics (AREA)
  • Plasma & Fusion (AREA)
  • Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)

Abstract

Ditertiary organic peroxides are prepared by reacting a tertiary hydroperoxide with an olefinic compound of either of the general formulae: <FORM:0954361/C2/1> in which A represents an aromatic or an aliphatic hydrocarbon group having up to 6 carbon atoms and R1, R2, R3 and R4 represent unsubstituted or halogen-substituted alkyl cycloalkyl or aryl groups, or R1 and (or) R2 may be hydrogen, the reaction being effected in a substantially anhydrous medium in the presence of an inorganic acid or an organic sulphonic acid. Specified tertiary hydroperoxides are tertiary butyl- and amyl-hydroperoxides, p-menthane hydroperoxide, cumyl hydroperoxide, and 1-chloro-and 1, 1-dichloro-2-methyl-2-hydroperoxy-propane. Specified olefinic compounds are a -methylstyrene, p-chloro-a -methylstyrene, diisopropenylbenzene, diisobutylene, 2, 5-dimethylhexadiene-1, 5 and dipentene. Specified catalysts are perchloric and sulphuric acids, hydrogen chloride and bromide, boron trifluoride, toluene p-sulphonic acid, benzene sulphonic acid and benzene m-disulphonic acid. If the catalyst is insufficiently soluble in the reaction mixture, the latter may include an aliphatic monocarboxylic acid, e.g. acetic acid. The reaction temperature may be 10-80 DEG C., preferably 40-50 DEG C. Examples are given in which (1) tertiary butyl hydroperoxide and a -methylstyrene yield cumyl-tert.-butyl peroxide; (2) cumyl hydroperoxide and a -methyl-styrene yield dicumyl peroxide; (3) tertiary butyl hydroperoxide and diisobutylene yield 2-(tert.-butyl peroxy)-2, 4, 4-trimethylpentane; (4) tertiary butyl hydroperoxide and 2, 5-dimethylhexadiene-1, 5 yield 2, 5-di(tert.-butylperoxy)-2, 5-dimethyl-hexane; (5) tertiary butyl hydroperoxide and p-diisopropenylbenzene yield 1, 4-bis (tert.-butyl-peroxyisopropyl)-benzene. The products are useful as catalysts in the production of cross-linked polyolefines and in the vulcanization of natural and synthetic rubbers. Specification 658,522 is referred to.ALSO:As catalysts in the production of cross-linked polyolefines and in the vulcanization of natural and synthetic rubbers, use is made of ditertiary organic peroxides prepared by reacting a tertiary hydroperoxide with an olefinic compound of either of the general formulae: <FORM:0954361/C3/1> <FORM:0954361/C3/2> in which A represents an aromatic or an aliphatic hydrocarbon group having up to 6 carbon atoms and R1, R2, R3 and R4 represent unsubstituted or halogen-substituted alkyl, cycloalkyl or aryl groups, or R1 and (or) R2 may be hydrogen, the reaction being effected in a substantially anhydrous medium in the presence of an inorganic acid or an organic sulphonic acid (see Division C2). Specified tertiary hydroperoxides are tertiary butyl- and amylhydroperoxides, p-menthane hydroperoxide, cumyl hydroperoxide, and 1-chloro- and 1,1-dichloro-2-methyl-2-hydro-peroxy-propane. Specified olefinic compounds for use in the preparation of the catalysts are a -methylstyrene, p-chloro -a - methylstyrene, diisopropenylbenzene, diisobutylene, 2,5-di-methylhexadiene-1, 5 and dipentene. An example is given in which an ethylene-propylene copolymer is vulcanized with carbon black, with or without sulphur, in the presence of 1, 4-bis(tert.-butylperoxyisopropyl)-benzene. Specification 658,522 is referred to.
GB2015460A 1960-06-08 1960-06-08 Improvements in or relating to ditertiary peroxides Expired GB954361A (en)

Priority Applications (12)

Application Number Priority Date Filing Date Title
BE604263D BE604263A (en) 1960-06-08
NL265027D NL265027A (en) 1960-06-08
GB2015460A GB954361A (en) 1960-06-08 1960-06-08 Improvements in or relating to ditertiary peroxides
DE19611494143 DE1494143B2 (en) 1960-06-08 1961-05-17 CROSS-LINKING OF POLYOLEFINES OR VULCANIZING NATURAL OR SYNTHETIC RUBBER
DK217061AA DK125019B (en) 1960-06-08 1961-05-26 Process for the preparation of ditertiary or bis-ditertiary peroxides.
FR864183A FR1291965A (en) 1960-06-08 1961-06-07 Process for preparing organic peroxides which can be used in particular for the crosslinking of polyolefins
SE6034/61A SE307355B (en) 1960-06-08 1961-06-08
CH668261A CH438296A (en) 1960-06-08 1961-06-08 Process for the preparation of ditertiary peroxides
SE5006/64A SE321569B (en) 1960-06-08 1964-04-22
US412270A US3267066A (en) 1960-06-08 1964-08-20 Process for the cross-linking of polyolefins and for the vulcanization of rubber
DE1794350A DE1794350B2 (en) 1960-06-08 1966-08-27 Cross-linking of polyolefins or vulcanization of natural or synthetic rubber. Eliminated from: 1494143
NL7013105A NL7013105A (en) 1960-06-08 1970-09-04 Claims a process for the preparation of a ditertiary peroxide by the reaction of an olefinic compound with a tertiary hydroperoxide as specified. Specifically

Applications Claiming Priority (2)

Application Number Priority Date Filing Date Title
GB2015460A GB954361A (en) 1960-06-08 1960-06-08 Improvements in or relating to ditertiary peroxides
FR954945A FR1387127A (en) 1963-11-26 1963-11-26 Uranium and plutonium separation process

Publications (1)

Publication Number Publication Date
GB954361A true GB954361A (en) 1964-04-08

Family

ID=26204516

Family Applications (1)

Application Number Title Priority Date Filing Date
GB2015460A Expired GB954361A (en) 1960-06-08 1960-06-08 Improvements in or relating to ditertiary peroxides

Country Status (2)

Country Link
CH (1) CH438296A (en)
GB (1) GB954361A (en)

Cited By (7)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3892811A (en) * 1972-11-29 1975-07-01 Reichhold Chemicals Inc Organic peroxides and method therefor
US3907903A (en) * 1974-04-18 1975-09-23 Reichhold Chemicals Inc Organic peroxides
US4159389A (en) * 1978-05-16 1979-06-26 Reichhold Chemicals, Inc. Process for the production of dicumyl peroxide
US4289914A (en) * 1968-05-07 1981-09-15 Pennwalt Corporation Compounds by addition of hydroperoxides to α, β-unsaturated ketones
EP0262639A2 (en) * 1986-09-30 1988-04-06 Peroxid-Chemie GmbH Process for the preparation of t-alkyl-t-aralkyl peroxides
US5488176A (en) * 1993-05-13 1996-01-30 Arco Chemical Technology Preparation of dialkyl peroxides
WO1997038974A1 (en) * 1996-04-17 1997-10-23 Peroxid-Chemie Gmbh Process for preparing 2,5-dimethyl-2,5-di-t-butylperoxyhexan

Cited By (10)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4289914A (en) * 1968-05-07 1981-09-15 Pennwalt Corporation Compounds by addition of hydroperoxides to α, β-unsaturated ketones
US3892811A (en) * 1972-11-29 1975-07-01 Reichhold Chemicals Inc Organic peroxides and method therefor
US3907903A (en) * 1974-04-18 1975-09-23 Reichhold Chemicals Inc Organic peroxides
US4159389A (en) * 1978-05-16 1979-06-26 Reichhold Chemicals, Inc. Process for the production of dicumyl peroxide
EP0262639A2 (en) * 1986-09-30 1988-04-06 Peroxid-Chemie GmbH Process for the preparation of t-alkyl-t-aralkyl peroxides
EP0262639A3 (en) * 1986-09-30 1989-02-01 Peroxid-Chemie Gmbh Process for the preparation of t-alkyl-t-aralkyl peroxides
US4864064A (en) * 1986-09-30 1989-09-05 Peroxid-Chemie Gmbh Process for the preparation of tert. alkyl-tert. aralkyl peroxides
US5488176A (en) * 1993-05-13 1996-01-30 Arco Chemical Technology Preparation of dialkyl peroxides
WO1997038974A1 (en) * 1996-04-17 1997-10-23 Peroxid-Chemie Gmbh Process for preparing 2,5-dimethyl-2,5-di-t-butylperoxyhexan
US6034280A (en) * 1996-04-17 2000-03-07 Peroxid-Chemie Gmbh Process for the production of 2,5-dimethyl-2,5-di-t-butylperoxy-hexane

Also Published As

Publication number Publication date
CH438296A (en) 1967-06-30

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